Preparation of Organoboron Block Copolymers via ATRP of Silicon and Boron-Functionalized Monomers

Qin, Yang; Sukul, Vishad; Pagakos, Dimitrios; Cui, Chongwei; Jäkle, Frieder

doi:10.1021/ma051615p

Cited by 118 publications

(105 citation statements)

References 50 publications

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“…Polymerization was performed with a pinacol-protected styrene boronic acid as a monomer, following the procedure reported by Jäkle and coworkers. [15] After polymerization, the pinacol moieties were removed from the block copolymers by an acid-catalyzed transesterification reaction with phenylboronic acid under biphasic conditions. [16] Completion of the deprotection was monitored by 1 H NMR spectroscopy showing the disappearance of the sharp singlet at 1.3 ppm arising from the four methyl groups of pinacol (Fig.…”

mentioning

confidence: 99%

A Polymersome Nanoreactor with Controllable Permeability Induced by Stimuli‐Responsive Block Copolymers

et al. 2009

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A method to generate and control the permeability of polymersome membranes using mixtures of amphiphilic and stimuli‐responsive boronic acid‐containing block copolymers is reported. The latter block copolymers form phase‐separated domains in the polymersomes, which can be dissolved by increasing the pH of the medium or by introducing sugar molecules that covalently bind to the boronic acid moieties.

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confidence: 99%

A Polymersome Nanoreactor with Controllable Permeability Induced by Stimuli‐Responsive Block Copolymers

et al. 2009

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“…The organic layer was washed with water (2 × 50 mL), dried over sodium sulfate, filtered and the solvent removed in vacuo. This crude material was purified by flash column chromatography over silica using light petroleum:diethyl ether (1:0 → 0:1) mixtures as eluent to give 10 (592 mg, 72%), which had identical 1 H and 13 C NMR spectra to the literature 28 .…”

Section: Methodsmentioning

confidence: 99%

Light-emitting poly(dendrimer)s

et al. 2008

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Organic light-emitting diodes (OLEDs) have great potential for displays and lighting applications. For large area displays the ideal materials would be both phosphorescent and solution processible. These requirements mean that the materials need to be able to be patterned and the most advanced method for forming pixelated displays is inkjet printing. Light-emitting phosphorescent dendrimers have given high efficiency monochrome displays with the emitting layer deposited by spin-coating. However, the viscosity of the dendrimer solutions is insufficient for inkjet printing. We report the development of a new class of light-emitting materials, namely poly(dendrimers) in which a green emissive phosphorescent dendrimer is attached to a poly(styrene) backbone. Free radical polymerization of a dendrimer-styrene monomer gave a poly(dendrimer) with a weight average molecular weight of 24000 and a polydispersity of 3.6. A dilute solution of the dendrimer had a viscosity 15% higher than the neat solvent. Comparison of the photophysical studies of the poly(dendrimer) versus a model monomer dendrimer showed that the PL spectrum was broader and red-shifted, and the PL quantum yield around 50% lower. This was attributed to intermolecular interactions of the emissive dendrimers, which are held closely together on the polymer backbone.

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“…Controlled radical polymerization methods, such as atom-transfer radical polymerization (ATRP) and reversible addition-fragmentation chain transfer (RAFT) polymerization enabling the facile synthesis of a wide range of functional copolymers with controllable block lengths [22], have been used to synthesize boronic acid-containing block copolymers. Well-defined boronic acid homo-and block copolymers were synthesized via ATRP [23][24][25] or RAFT [26] polymerization of styrenic boronic ester and subsequent post-polymerization deprotection of the boronic ester. Recently, Sumerlin and coworkers [3,27] reported the synthesis of well-defined PAAPBA-b-PNIPAM block copolymers via direct RAFT polymerization of unprotected AAPBA and NIPAM.…”

Section: Introductionmentioning

confidence: 99%

The micellization and dissociation transitions of thermo-, pH- and sugar-sensitive block copolymer investigated by laser light scattering

Tang¹,

Wu²,

Duan³

2012

Express Polym. Lett.

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Abstract.A triple-stimuli responsive polymer, poly(3-acrylamidophenylboronic acid)-b-poly(N-isopropylacrylamide) (PAAPBA-b-PNIPAM), has been synthesized by reversible addition-fragmentation chain transfer polymerization. Temperature, pH, and fructose induced micellization and dissociation transition of block copolymer was investigated by a combination of static and dynamic laser light scattering. PAAPBA-b-PNIPAM copolymer self-assembles into micelles with PAAPBA block as core and PNIPAM as shell in lower pH aqueous solution at room temperature. Increasing the temperature causes the micelle to shrink due to the dehydration of PNIPAM segments at pH 6.2. After the elevation of solution pH from 6.2 to 10.0, the increase in the hydrophilicity of PAAPBA block leads to an expulsion of unimers from micelles. In addition, the fructose addition further enhances the dissociation of micelles. Our experiments demonstrate that the micelle to unimer transition process proceeds via the step-by-step sequential expulsion of individual chains.

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Preparation of Organoboron Block Copolymers via ATRP of Silicon and Boron-Functionalized Monomers

Cited by 118 publications

References 50 publications

A Polymersome Nanoreactor with Controllable Permeability Induced by Stimuli‐Responsive Block Copolymers

A Polymersome Nanoreactor with Controllable Permeability Induced by Stimuli‐Responsive Block Copolymers

Light-emitting poly(dendrimer)s

The micellization and dissociation transitions of thermo-, pH- and sugar-sensitive block copolymer investigated by laser light scattering

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